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Synthesis of 2-alkynyl substituted 4′-thioadenosine derivatives and their binding affinities at the adenosine receptors
- Source :
- Archives of Pharmacal Research. 31:973-977
- Publication Year :
- 2008
- Publisher :
- Springer Science and Business Media LLC, 2008.
-
Abstract
- On the basis of high binding affinity of 2-hexynyl-N(6)-methyladenosine and N(6)-substituted-4'-thioadenosine derivatives at the A3 adenosine receptor (AR), novel 2-alkynyl-substituted-N(6)-methyl-4'-thioadenosine derivatives, combining the characteristics of two classes of nucleosides were designed and synthesized from D-gulonic gamma-lactone via palladium-catalyzed cross coupling reaction as a key step. Among compounds tested, only compound 3b showed moderate binding affinity at the human A3 adenosine receptor without binding affinities at other subtypes.
- Subjects :
- Adenosine
Magnetic Resonance Spectroscopy
Thionucleosides
Stereochemistry
Chemistry
Organic Chemistry
Pharmacology toxicology
Receptors, Purinergic P1
CHO Cells
A3 ADENOSINE RECEPTOR
Adenosine receptor
Catalysis
Coupling reaction
Cricetulus
Cricetinae
Drug Design
Drug Discovery
Animals
Humans
Molecular Medicine
Indicators and Reagents
Spectrophotometry, Ultraviolet
Palladium
Binding affinities
Subjects
Details
- ISSN :
- 19763786 and 02536269
- Volume :
- 31
- Database :
- OpenAIRE
- Journal :
- Archives of Pharmacal Research
- Accession number :
- edsair.doi.dedup.....195ddb60c21bc07e8b2647bbda9a3d41